1,2-Ethanediol, 1-[(1R,2R,3R,4S)-2,3,4-tris(phenylmethoxy)cyclopentyl]-, (1S)-

Base Information

Chemical Name:1,2-Ethanediol, 1-[(1R,2R,3R,4S)-2,3,4-tris(phenylmethoxy)cyclopentyl]-, (1S)-
CAS No.:921771-08-6
Molecular Formula:C28H32O5
Molecular Weight:448.559
Hs Code.:

Synonyms:

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Chemical Property of 1,2-Ethanediol, 1-[(1R,2R,3R,4S)-2,3,4-tris(phenylmethoxy)cyclopentyl]-, (1S)-

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 1,2-Ethanediol, 1-[(1R,2R,3R,4S)-2,3,4-tris(phenylmethoxy)cyclopentyl]-, (1S)-

There total 15 articles about 1,2-Ethanediol, 1-[(1R,2R,3R,4S)-2,3,4-tris(phenylmethoxy)cyclopentyl]-, (1S)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 73.0%

: 921771-07-5
(2S)-2-[(1R,2R,3R,4S)-2,3,4-tris(benzyloxy)cyclopent-1-yl]-1,4-dioxaspiro[4.5]decane

: 921771-08-6
(S)-1-((1R,2R,3R,4S)-2,3,4-Tris-benzyloxy-cyclopentyl)-ethane-1,2-diol

Guidance literature:: With acetic acid; at 20 ℃; for 17h;
DOI:10.1021/jo061717t

Reference yield:

: 763105-46-0
(S)-(S)-4-(1,4-Dioxa-spiro[4.5]dec-2-yl)-cyclopent-2-enol

: 921771-08-6
(S)-1-((1R,2R,3R,4S)-2,3,4-Tris-benzyloxy-cyclopentyl)-ethane-1,2-diol

Guidance literature:: Multi-step reaction with 10 steps

1.1: 96 percent / Jones reagent / acetone / 0.5 h / 0 °C

2.1: 79 percent / LiAlH₄ / diethyl ether / 1 h / -60 °C

3.1: 96 percent / triethylamine; DMAP; imidazole / CH₂Cl₂ / 18 h / 20 °C

4.1: 96 percent / N-methyl-morpholine N-oxide monohydrate / OsO₄ / acetone; H₂O / 14 h / 20 °C

5.1: NaH / tetrahydrofuran / 2 h / 20 °C

5.2: 91 percent / HMPA / tetrahydrofuran / 12 h / 20 °C

6.1: 90 percent / n-Bu₄N(+)F(-)*3H₂O / tetrahydrofuran / 2 h / 20 °C

7.1: 94 percent / oxalyl chloride; DMSO; triethylamine

8.1: BH₃ / tetrahydrofuran / -10 °C

8.2: 20 percent / aq. NaOH; H₂O₂ / tetrahydrofuran / -10 - 20 °C

9.1: NaH / tetrahydrofuran / 2 h / 20 °C

9.2: 85 percent / HMPA / tetrahydrofuran / 12 h / 20 °C

10.1: 73 percent / aq. acetic acid / 17 h / 20 °C

With 1H-imidazole; dmap; lithium aluminium tetrahydride; jones reagent; oxalyl dichloride; borane; tetrabutyl ammonium fluoride; sodium hydride; acetic acid; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; osmium(VIII) oxide; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetone; 7.1: Swern oxidation;
DOI:10.1021/jo061717t

Reference yield:

: 921770-86-7
(4S)-4-[(2S)-1,4-dioxaspiro[4.5]dec-2-yl]cyclopent-2-en-1-one

: 921771-08-6
(S)-1-((1R,2R,3R,4S)-2,3,4-Tris-benzyloxy-cyclopentyl)-ethane-1,2-diol

Guidance literature:: Multi-step reaction with 9 steps

1.1: 79 percent / LiAlH₄ / diethyl ether / 1 h / -60 °C

2.1: 96 percent / triethylamine; DMAP; imidazole / CH₂Cl₂ / 18 h / 20 °C

3.1: 96 percent / N-methyl-morpholine N-oxide monohydrate / OsO₄ / acetone; H₂O / 14 h / 20 °C

4.1: NaH / tetrahydrofuran / 2 h / 20 °C

4.2: 91 percent / HMPA / tetrahydrofuran / 12 h / 20 °C

5.1: 90 percent / n-Bu₄N(+)F(-)*3H₂O / tetrahydrofuran / 2 h / 20 °C

6.1: 94 percent / oxalyl chloride; DMSO; triethylamine

7.1: BH₃ / tetrahydrofuran / -10 °C

7.2: 20 percent / aq. NaOH; H₂O₂ / tetrahydrofuran / -10 - 20 °C

8.1: NaH / tetrahydrofuran / 2 h / 20 °C

8.2: 85 percent / HMPA / tetrahydrofuran / 12 h / 20 °C

9.1: 73 percent / aq. acetic acid / 17 h / 20 °C

With 1H-imidazole; dmap; lithium aluminium tetrahydride; oxalyl dichloride; borane; tetrabutyl ammonium fluoride; sodium hydride; acetic acid; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; osmium(VIII) oxide; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetone; 6.1: Swern oxidation;
DOI:10.1021/jo061717t